Literature DB >> 28370898

Nitroarenes as the Nitrogen Source in Intermolecular Palladium-Catalyzed Aryl C-H Bond Aminocarbonylation Reactions.

Fei Zhou1, Duo-Sheng Wang1, Xinyu Guan1, Tom G Driver1,2.   

Abstract

A three-component palladium-catalyzed aminocarbonylation of aryl and heteroaryl sp2 C-H bonds using nitroarenes as the nitrogen source was achieved using Mo(CO)6 as the reductant and origin of the CO. This intermolecular C-H bond functionalization does not requires any exogenous ligand to be added, and our mechanism experiments indicate that the palladacycle catalyst serves two roles in the aminocarbonylation reaction: reduce the nitroarene to a nitrosoarene and activate the sp2 C-H bond.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H functionalization; aminocarbonylation; homogeneous catalysis; nitroarenes; palladium

Year:  2017        PMID: 28370898     DOI: 10.1002/anie.201612324

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  8 in total

1.  Cu-Catalyzed Cross-Coupling of Nitroarenes with Aryl Boronic Acids to Construct Diarylamines.

Authors:  Xinyu Guan; Haoran Zhu; Tom G Driver
Journal:  ACS Catal       Date:  2021-09-23       Impact factor: 13.700

2.  I(III)-Catalyzed Oxidative Cyclization-Migration Tandem Reactions of Unactivated Anilines.

Authors:  Tianning Deng; Emily Shi; Elana Thomas; Tom G Driver
Journal:  Org Lett       Date:  2020-10-30       Impact factor: 6.005

3.  PIII /PV =O Catalyzed Cascade Synthesis of N-Functionalized Azaheterocycles.

Authors:  Trevor V Nykaza; Gen Li; Junyu Yang; Michael R Luzung; Alexander T Radosevich
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-29       Impact factor: 15.336

4.  Amide synthesis via nickel-catalysed reductive aminocarbonylation of aryl halides with nitroarenes.

Authors:  Chi Wai Cheung; Marten Leendert Ploeger; Xile Hu
Journal:  Chem Sci       Date:  2017-11-06       Impact factor: 9.825

5.  External oxidant-compatible phosphorus(III)-directed site-selective C-H carbonylation.

Authors:  Ben Dong; Jiasheng Qian; Mingjie Li; Zheng-Jun Wang; Minyan Wang; Dingyi Wang; Chengkai Yuan; Ying Han; Yue Zhao; Zhuangzhi Shi
Journal:  Sci Adv       Date:  2020-12-16       Impact factor: 14.136

6.  SET activation of nitroarenes by 2-azaallyl anions as a straightforward access to 2,5-dihydro-1,2,4-oxadiazoles.

Authors:  Dong Zou; Lishe Gan; Fan Yang; Huan Wang; Youge Pu; Jie Li; Patrick J Walsh
Journal:  Nat Commun       Date:  2021-12-03       Impact factor: 14.919

7.  A one pot protocol to convert nitro-arenes into N-aryl amides.

Authors:  Elisabetta Massolo; Margherita Pirola; Alessandra Puglisi; Sergio Rossi; Maurizio Benaglia
Journal:  RSC Adv       Date:  2020-01-23       Impact factor: 4.036

8.  Counterion Control of t-BuO-Mediated Single Electron Transfer to Nitrostilbenes to Construct N-Hydroxyindoles or Oxindoles.

Authors:  Yingwei Zhao; Haoran Zhu; Siyoung Sung; Donald J Wink; Joseph M Zadrozny; Tom G Driver
Journal:  Angew Chem Int Ed Engl       Date:  2021-07-20       Impact factor: 16.823

  8 in total

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